Captiva holiday rentals

We found 1,711 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Captiva by choosing from 291 houses, 91 flats and other holiday rentals. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as air conditioning and cable TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Captiva

Showing deals for:27 Nov - 4 Dec

Living Room double ceiling high
Games on "Beachy" Backard
double high ceilings and barn doors in loft kids room.
Double size lot in secluded cul de sac
Exceptional
(54 reviews)

Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week

Captiva

8% off
S$6,484
for 7 nights, 1 home
S$926 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Interior
So close to our beautiful beach.
Property grounds
Living area
Exceptional
(48 reviews)

Upgraded beach house located just steps away from the beach. Pool and Hot tub.

Captiva

9% off
S$5,674
for 7 nights, 1 home
S$811 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Living area
Dining
Exterior
Living area
Exceptional
(34 reviews)

Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

Captiva

7% off
S$4,717
for 7 nights, 1 home
S$674 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Room
Interior
Exterior detail
Exterior detail
Exceptional
(61 reviews)

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Bokeelia

8% off
S$810
for 7 nights, 1 cottage
S$116 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Exterior
Dining
Living area
Marina
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

11% off
S$3,341
for 7 nights, 1 home
S$477 per night
includes taxes & fees
Island Getaway Florida
Living area
Exterior
Dining
Private kitchen
Exceptional
(5 reviews)

Two minute walk to a soft sandy beach with some of the best shelling in the US.

Captiva

8% off
S$6,517
for 7 nights, 1 home
S$931 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Welcome to the heart of Green Tortuga, where the kitchen, dining, and living room converge in a harmonious dance of open space. This seamless design invites connection, conversation, and the free flow of moments in a space where every corner feels like hom
“Pulling up to paradise… and the fun starts now! 🏝️✨”
“Island nights are better by the fire table 💛🏝️”
Experience the seamless flow of space in our open floor plan, where each room gracefully transitions into the next. A design that fosters connection, natural light, and an expansive sense of freedom. Welcome to a living space that feels as open as the poss
Exceptional
(23 reviews)

Pet-Friendly Island Home | Pool, Hot Tub + Cart

Captiva

7% off
S$7,969
for 7 nights, 1 home
S$1,138 per night
includes taxes & fees
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Top deck lanai
Location
Master bedroom
Living & Dining
Exceptional
(32 reviews)

PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool

Saint James City

8% off
S$4,206
for 7 nights, 1 home
S$601 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Property grounds
Kitchen view from living room
Terrace/patio
Living area
Exceptional
(13 reviews)

LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal

Saint James City

8% off
S$1,928
for 7 nights, 1 home
S$275 per night
includes taxes & fees
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Living area
Marina
Private kitchen
Room
Exceptional
(8 reviews)

3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat

Saint James City

6% off
S$4,098
for 7 nights, 1 home
S$585 per night
includes taxes & fees
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
Living area
Gorgeous 3 bedroom penthouse beach villa
Gorgeous 3 bedroom penthouse beach villa
Patio overlooking Gulf of Mexico
Exceptional
(5 reviews)

Beach Villa 2638 | Executive Gulf Front Residence on Captiva Island

Captiva

7% off
S$5,992
for 7 nights, 1 apartment
S$856 per night
includes taxes & fees
Beach Villa 2638 | Executive Gulf Front Residence on Captiva Island
Living area
Living area
Living area
Living area
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

15% off
S$6,165
for 7 nights, 1 apartment
S$881 per night
includes taxes & fees
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Dining
Living area
Living area
Dining
Exceptional
(46 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

15% off
S$6,064
for 7 nights, 1 apartment
S$866 per night
includes taxes & fees
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Breakfast in screened porch overlooking pool, backyard and  lakes and greens.
Magnificent sunset views from screened porch overlooking pool and golf course.
Dolphins' fountain in front yard.
MASTER SUITE - King-size bed, balcony overlooking pool and golf course
Exceptional
(112 reviews)

SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.

Sanibel

8% off
S$6,680
for 7 nights, 1 home
S$954 per night
includes taxes & fees
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Private, second-level screened patio with view of nicely landscaped garden area.
Private access path to Sanibel’s famous Gulf of Mexico beach.
2nd level condo (middle of photo) with private, patio and trooical garden view.
Living room - all the comforts of home.  Cable TV, Wi-Fi.
Exceptional
(50 reviews)

Tropical Garden Condo Just Steps to Sanibel Beach

Sanibel

8% off
S$4,314
for 7 nights, 1 apartment
S$616 per night
includes taxes & fees
Tropical Garden Condo Just Steps to Sanibel Beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Relaxing Captiva will entice you

The beaches and other outdoor surroundings create an inviting atmosphere in Captiva. This relaxing city is known for its kayaking, fishing and boating. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Captiva

Do you want to find attractions to visit while you're in the area? Travellers enjoy fun activities like kayaking, fishing and swimming. Venture out of your holiday home and check out everything that makes Captiva a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sun Splash Water Park (15.4 mi / 24.8 km)
  • Dunes Golf and Tennis Club (10.2 mi / 16.5 km)
  • Sanibel Island Golf Club (10.4 mi / 16.8 km)
  • Palmetto-Pine Country Club (13.6 mi / 21.9 km)
  • Mike Greenwell's Bat-A-Ball & Family Fun Park (16.3 mi / 26.3 km)
  • Tails and Scales Charters (21.9 mi / 35.2 km)

Exploring the beaches and other natural features in Captiva

Captiva is famous for its island views and breathtaking sunsets. Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Captiva is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Captiva Beach (1.2 mi / 1.9 km)
  • Turner Beach (2.7 mi / 4.4 km)
  • Blind Pass Beach (2.9 mi / 4.6 km)
  • North Captiva Island Beach (4.2 mi / 6.8 km)
  • Bowman's Beach (4.8 mi / 7.7 km)
  • J. N. Ding Darling National Wildlife Refuge (6.1 mi / 9.8 km)

Seasonal weather in Captiva

Travellers enjoy Captiva for its kayaking and boating. If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

Transport to and around Captiva

The nearest airport is in Fort Myers, FL (RSW-Southwest Florida Intl.), located 26.8 mi (43.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Punta Gorda Airport (PGD), which is 29.7 mi (47.8 km) away.

Frequently asked questions

What is the best area to stay in Captiva when booking a holiday rental?
North Captiva is one of the most sought-after locations to book a holiday home in Captiva. Base yourself here to enjoy all the relaxation and comfort that comes with having the entire place to yourself.
What is the most popular type of holiday rental accommodation in Captiva?
The most in-demand types of holiday rentals in Captiva are houses. Prefer something different? Vrbo has a variety of options to match our guests' requirements, so you'll see holiday homes in lots of shapes and sizes. The perfect home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday rental in Captiva?
The average price for a holiday home in Captiva is determined by several factors, like length of stay, season and property type. Whether you prefer a sprawling villa with space for the whole family or a cosy cabin that's perfect for two, just enter your dates of travel to discover stays with exceptional value.
How much does it cost to rent a beach house in Captiva?
When you travel and the style and size of the property will influence the cost of your beachside stay. Enter your Captiva travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use the filters to choose the amenities and features you want in your holiday home.
Are there pet-friendly holiday rentals in Captiva?
Good news. There are. Choose from 394 holiday rentals that allow pets in Captiva on Vrbo. Our furry kids deserve a getaway too, so simply use our search function for pet-friendly holiday rentals to find a property where Spot can get in on the family fun.
Can I rent a house with a pool in Captiva?
Tick the "pool" box in our filter tool and select from 302 houses with private pools in Captiva on Vrbo. Morning swim, sunset soak or midnight dip? Leisure activities are up to you when your Vrbo holiday home has a swimming pool.
What are popular rental amenities in Captiva?
Tennis, a garden and an electric car charging station rank as the most popular rental amenities in Captiva. Whether you plan to go alone, with your other half or a bunch of friends, Vrbo can help you find a holiday rental that matches your style with all the conveniences you're looking for.
Are there large group holiday rentals in Captiva?
Pick from 99 properties in Captiva that can host a group of 10 or more guests. Whether you're planning time away with the family or a special event, there's ample room to get your favourite people together under the same roof.
Are there holiday rentals in Captiva that welcome kids?
With 394 family-friendly holiday homes to choose from in Captiva, there's never been a better time to introduce the little ones to the magic of travel. Simply click on our "Properties good for families" filter to search for stays that come with amenities perfect for holidaying families, such as full kitchens, yards, bunk beds and entertainment units.
What are the top attractions for families in Captiva?
Keep your kids entertained at these fun family-friendly attractions in Captiva:
  • Sanibel Island Southern Beach
  • Bowmans Beach
  • Captiva Beach
Are there one-bedroom holiday rentals in Captiva?
There are 31 one-bedroom properties in Captiva to pick from. A one-bedroom holiday property is a great option if it's just you and your sweetheart or if you're flying solo. Add in more privacy, convenience and space compared to a regular hotel, and you'll be sure to have an unforgettable break.
Can I find two-bedroom holiday rentals in Captiva?
Gather your besties and enjoy total privacy and comfort in one of the 90 two-bedroom holiday homes Captiva has to offer.
Are there holiday rentals with WiFi in Captiva?
Captiva has 149 holiday rentals with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to scrolling social media, these Vrbo homes make it easy to go online.
How can I find holiday rentals with air conditioning in Captiva?
Pick your travel dates and then make use of the filters to look for holiday rentals with ac in Captiva on Vrbo. With 341 air-conditioned properties available here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday rental in Captiva?
The age limit can differ between properties on Vrbo, so double-check the rules of the holiday home in Captiva you want to book. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Captiva for?
The amount of time you can rent a Captiva holiday home for is up to the property. Just tap in your travel dates to browse available options offering longer term stays. They feature the things you need to make your extended holiday more enjoyable and convenient, such as laundries and air conditioning. Some properties might also offer weekly or monthly discounts, so you can stay longer for less money.

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